Organic Chemistry I - Exam II - Fall 2010 | CHEM 2010, Exams of Organic Chemistry

Download Organic Chemistry I - Exam II - Fall 2010 | CHEM 2010 and more Exams Organic Chemistry in PDF only on Docsity! Chemistry 2010, Exam II Name_________________________ Friday February 29 Dr. Young 1. (9) Nomenclature. Name the following compounds using IUPAC nomenclature. Br 2. (9) Calculate the degree of unsaturation for the following compounds a. C4H8Br2 b. C6H6 c. C4H9N 3. (10) Draw the two chair conformations of menthol and state which is more stable. CH3 HO CH(CH3)2 4. (10) Add curved arrows to the following polar reaction to show the flow of electrons. H3C O H H CH3Br H3C O H H CH3: _ + + Br:- 5. (25) Addition of HCl to 1-isopropylcyclohexene yields a rearranged product. Propose a mechanism showing the structures of intermediates and using curved arrows to indicate electron flow in each step. Draw and indicate what the transition state(s) look like. H-Cl Cl 6. (5) Rank the following in terms of least stable to most stable. a b c d 7. (5) Rank the following from least stable to most stable a + b + c. CH3CH2 + d. CH3+